Investor-Focused Property Management in Sisters

The Only Investor-First Property Management in Sisters Oregon

Legacy Property Management is the only investor-first property management company serving Sisters, Oregon. Sisters is a niche market with a character all its own: tight inventory, a steady stream of outdoor enthusiasts, and a small-town feel that attracts long-term, stable tenants. Limited supply keeps vacancy rates low, and owners who price and market well rarely wait long to lease. We manage single-family homes across Sisters with a commitment to data-driven, high-touch service designed to empower our owners with real insights. Founded by Kolby Knickerbocker and Steven Kaufman, Legacy Property Management serves property owners in Bend, Redmond, Sisters, and Black Butte Ranch with an 8% monthly management fee and full-service investor support.

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Kellen Charpentier
Kellen Charpentier
The people at Legacy are more professional and more informed than any other property management company I have come across. It’s pleasure to do business with professionals.
Leslie Wilson
Leslie Wilson
We had the pleasure of working with Kolby at Legacy PM. He took over after we were already moved into our home. The transition from one property management to the other was seamless and pleasant. Kolby was very attentive and easy to work with. During the move out process, he set clear and attainable expectations. He was easy to communicate with and always made himself available when needed. We would absolutely recommend Kolby at Legacy Property Management for your next home.
Kenneth Sangalang
Kenneth Sangalang
Legacy Property Management has been very proactive in keeping their tenants happy. When we had a septic issue that caused some flooding, Kolby and his partner were on it immediately and brought in the right people to get the job done. We’ve had a few smaller maintenance issues as well, and every time they were handled quickly and efficiently. Effective communication is very important to me, and they are extremely proactive in keeping me informed throughout the process. I am truly pleased with their customer service—they definitely know how to keep their customers happy.
Julia Guerra
Julia Guerra
We had an excellent experience working with this property management company. Communication was consistently clear and timely throughout the entire process. Kolby and Steven were both fantastic to work with and made the entire process feel easy and stress-free!!
Alisha Olivier
Alisha Olivier
Legacy property management has made having investment properties turn key! I I’m able to keep building my real estate portfolio because I know that quality tenants are in my homes and all of the details are being taken care of at such a high-level professionalism.
Kristin Lam
Kristin Lam
I am very particular about my homes. Kolby and Steven gave my property all of the attention to detail that I am accustomed to. You won’t be disappointed.

Why We're Better

At Legacy Property Management, we go beyond basic property management in Sisters, Oregon. Sisters' tight inventory and lifestyle-driven demand create a uniquely stable rental environment, and we have the local knowledge to help you optimize your investment in this one-of-a-kind market.

01

Wealth Empowerment

We are an investor-focused property management service. We partner with owners, strategize options, and help build long-term wealth. Seriously, we geek out on real-estate.

02

Investor Insights

We know the Sisters market from the inside. It's a small, tight-knit community where local reputation matters and the right tenant is especially important. We understand the seasonal rhythms, the lifestyle attraction, and how to position your property optimize your investment.

03

AAA Tenant Placement

We source outstanding tenants for your properties through our Class-A marketing techniques and rigid credit, criminal, and employment screening processes. Better tenants, higher returns.

04

Proactive Property Maintenance

We don't just react to your property's needs, we predict and take care of them before they even happen. It's like a weird super-power of ours.

05

Cutting Edge Property Marketing

Competitive pricing and modern marketing techniques can either make or break your vacancy rate. Our marketing spread ensures minimal vacancies, ideal tenants, and optimal rental rates.

06

Unreasonable Service​

We intentionally go beyond industry standards to deliver the kind of service most owners don’t realize is possible. Some call it "unreasonable"...we just think it's good business.

07

Detailed Financial Reporting

We love the power of data and detailed financials. That's why we deliver detailed reports of your property performance.

08

Meticulous Attention to Detail

Every aspect of our management, from tenant placement to property maintenance, incorporates our meticulous attention to detail. We have an eye on things so you don't need to.

investor-first

"We prioritize your investment with proactive management, personalized service, and exceptional attention to detail—because every property deserves a lasting legacy."

Co owners of Legacy Property management Steven Kaufman and Kolby Knickerbocker

Locally Owned, Expertly Managed

Driven by a passion for your success, we partner with property owners in Sisters to optimize their investments and build lasting wealth. Trust us to handle every detail with care and expertise.

PEOPLE-CENTRIC

"We treat every home — and every client — like a neighbor. Because around here, good business starts with good people."

Do I Need a Property Manager?

Owning a rental in Sisters Oregon should be about steady income and equity appreciation. But too often, self-management turns into a full-time second job with 2am calls to fix emergency water leaks. That’s where we come in.

As professional property managers, we make it our business to ensure that your rental is expertly maintained, fully leased with high-quality tenants, and generating optimal returns. Our comprehensive services include:

  • 24/7 Emergency Maintenance & Support – When an emergency hits, we’re ready with a fix. We have an experienced network of skilled craftsman for any job, at any time.
  • Rigorous Tenant Screening  – Leasing to a bad tenant can cost tens of thousands in lost revenue. We use the highest-standards and latest techniques in to ensure your tenants are high-quality and long lasting.
  • Minimal Vacancies/Optimal Returns – Having a property manager can reduce vacancy rates up to 50% and save thousands in monthly revenue.  
  • Financial Management & Reporting – Clear and transparent financials at your fingertips.

Why Are We Better?

We’re not just another property manager—we specialize in Sisters Oregon. We understand its growth patterns, rental dynamics, and seasonal rhythms — and we act fast so your property stays occupied, your tenants are happy, and your investment keeps working for you:

  • Wealth Empowerment – We’re a team of real-estate investors and love using our data and experience to help build long-term wealth.
  • Data-Oriented Strategies – We’re data nerds at heart and are constantly evaluating rental data for the Sisters rental Market.
  • Local Expertise – We know what it takes to make a rental stand out in a competitive market like Sisters.
  • Personalized Service – Every owner and every property is unique. We tailor our approach accordingly.
  • Proactive Maintenance – We don’t just react to issues—we prevent them. It’s like a crazy super power.

At Legacy PM LLC, we don’t just manage properties in Sisters—we build legacies. Let us take care of your investment so you can focus on what matters most.

Central Oregon landscape near Bend, home of Legacy Property Management

Featured Listings

At the moment, all of our properties are rented. Please use the contact form below to be updated as new rentals become available.

Residential rental home at 20909 Sotra Loop in Bend Oregon managed by Legacy Property management

20909 Sotra Loop

Bend, OR 20909 Sotra Loop 🏡 Modern 3BR in The Bridges Community | SE Bend Welcome to 20909 Sotra Loop, a beautifully maintained Pahlisch home in the sought-after Bridges community.

Learn More »
Residential rental home at 20670 White Dove Lane in Bend Oregon managed by Legacy Property management

20670 White Dove Lane

Bend, OR 20670 White Dove Lane 🏡 Beautifully Remodeled 3BR/2BA with Detached Office & 2-Car Garage   Welcome to 20670 White Dove Ln, a freshly remodeled home where modern updates

Learn More »

FAQs

Property management fees in Sisters typically range from 8% to 12% of monthly rent collected, depending on the company, the property type, and the level of service. Sisters' higher rent levels (relative to its small size) help keep the math favorable. We're transparent about pricing and happy to walk you through our fee structure in detail. 

Sisters is a niche market with distinct characteristics. The town has a population of roughly 3,000 with a median age of nearly 50, a median household income of about $94,500, and a median home value around $690,000 to $800,000 depending on the source and time frame. Rental inventory is limited, which keeps vacancy low for well-maintained, well-priced properties. But the small population also means a smaller tenant pool and longer lease-up times. Sisters works best for investors who value low vacancy and stable tenancies over high volume, and who are comfortable with the premium entry cost.

The three markets in Deschutes County each have their own character. Bend commands the highest rents and has the deepest tenant pool, but also the most competition from new multifamily construction. Redmond offers lower acquisition costs and solid demand driven by families and workers priced out of Bend; rents are typically 10-20% lower than comparable Bend properties. Sisters is a smaller, more niche market with limited inventory, which keeps vacancy rates low but also means fewer potential tenants.

We manage single-family homes, townhomes, condos, duplexes, triplexes, and fourplexes across Deschutes County, with a focus on Bend, Redmond, and Sisters.

Just like Bend and Redmond, we run our comparative market analysis. But unlike Bend and Redmond, the data set in Sisters is small, so we also draw on our broader Deschutes County experience. Long-term rental inventory in Sisters is limited, which supports stronger rents than you might expect for a town this size. Getting the price right matters more here than in a larger market because there are fewer tenants to absorb a pricing mistake.

Longer than in Bend or Redmond, and that's the honest answer. Sisters' population is roughly 3,000, so the pool of prospective long-term tenants is significantly smaller. Depending on the property's size, condition, price point, and time of year, leasing can take 3 to 6 weeks or more. Summer is typically the easiest time to fill a vacancy; winter can be slower. Pricing accurately from the start is critical in a small market where overpricing means sitting empty.

Absolutely! Many of our clients are out-of-state investors drawn to Bend's market. We handle everything on the ground, provide regular updates through your owner portal, and communicate proactively when decisions need your input. Oregon's complex legal landscape and Bend's distance from major metros make professional management especially valuable for remote owners.

We are data-driven and investor-focused. We are investors in Central Oregon and share our knowledge and understanding of the Sisters market with our owners. We live and invest here. We know the neighborhoods, the seasonal rhythms, and the vendor network that keeps properties maintained year-round. And we have a principle of "unreasonable service". In all of our actions, we go above and beyond.

We perform a thorough screening process to evaluate credit, monthly income, rental history, criminal background, and overall fit. We follow Oregon’s Fair Housing guidelines to ensure equal opportunity screening for every applicant.

We coordinate all maintenance on your behalf using only licensed and insured Central Oregon vendors. For non-emergency repairs, we notify you before work is performed. For emergencies, we act quickly to protect the property and keep your tenants safe — then notify you promptly.

Of course! We regularly assist owners transitioning from other property management companies. We handle the lease transfer, tenant communication, and onboarding to make the process smooth with no disruption to your tenants.

While our bread and butter is long-term rentals in Sisters, we can certainly evaluate your goals and advise whether long-term, mid-term, or furnished rentals make the most financial sense. 

Unfortunately, no. We love the flexibility that STRs offer owners AND it requires a very different structure and toolset from a management perspective. We are happy to recommend a handful of trusted partners that can help with your STR.

Of course! We want everyone involved to be satisfied. After an initial period, you can cancel your agreement with written notice. Our goal is to earn your business every month through great service, not hold you in place through contract language.

Reach out and let's talk! We'll evaluate your property, provide a market-based rent estimate, walk through our services and fees, and answer any questions specific to your situation. Whether you're a first-time landlord or an experienced investor growing your Deschutes County portfolio, we're here to help.

Contact Legacy Property Management to learn more about how we can help manage your Bend, Redmond, or Sisters rental property.

Contact Us

Ready for Expert Property Management?
Give us a ring!

Co owners of Legacy Property management Steven Kaufman and Kolby Knickerbocker

OWNERS & PROPERTY MANAGERS

Steven Kaufman and Kolby Knickerbocker
[email protected]
(541) 508-5815

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